
Best of Chicago Tour
12 top attractions · 4 hours · tickets & logistics handled
The Best of Chicago Tour is curated for curious travelers who want to discover the charm and spirit of Chicago.
See what other traveler's have to say about this tour
What You'll Experience
- Relax on Shoreline Architecture Cruise and see over 40 iconic Chicago landmarks from the river
- Capture stunning views of Chicago’s skyline and Lake Michigan from Adler Planetarium Pier viewpoint
- Skip-the-line entry to Skydeck Chicago and step onto The Ledge on the 103rd floor of Willis Tower
- Visit to Cloud Gate (The Chicago Bean) – One of the city's most iconic public art pieces
- Make a brief stop at Buckingham Fountain – One of the largest fountains in the world
We handle everything
Pickup & drop-off
Your guide will pick you up and drop off at your downtown Chicago hotel.
Tickets
Included for 2 attractions
Timing
Back in 4 hours
What you'll see
Everything inside your CA$181
Booked separately, these are 2 tickets, 2queues, and a day of planning. Here it's one booking.
That's the whole price — no booking fees at checkout.
Excludes
Why We're The Better Choice
- Max 10 GuestsCrowded 50+ seat buses
- Skip Ticket LinesWaiting in ticket queues
- Door-to-Door PickupWalking to meeting points
- Live Local GuideRecorded commentary
Description
Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation. Begin your 4 hour small-group tour of Chicago with complimentary downtown Chicago hotel pick up in the comfort and style of one of our complimentary vehicles where you will be escorted to your very first stop - Adler Planetarium Pier, a must-stop while in the Windy City. As the mecca for American architects, Chicago’s skyline is one of the greatest and this viewpoint is the best place to marvel at the skyline Lake Michigan. Your guide will then take you to see the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Aboard the Shoreline Architecture Cruise you will enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments. To finish your tour, you will get to visit two iconic Chicago landmarks - the Buckingham Fountain, one the largest fountains in the world and the Chicago Bean (Cloud Gate) - British artist Anish Kapoor's first public outdoor work installed in the United States - both great locations to take great pictures. At the end of your tour your guide will take you back to your downtown Chicago hotel.
Seen enough?
Secure your spot.
Two ways to take this tour
Join a Small Group
CA$181/person · max 10 guests · everything included
Make It Private
reserve the remaining seats at 20% off · your group only · same route, your pace
Change-of-Plans Guarantee
Cancel free up to 24 hours before your tour — full refund, no questions.
Our Guest Reviews
5.0 (1 reviews)
See Sight Tours has been providing travel services across North America since 2006. Operating in 22 cities across Canada and the USA, the company specializes in small group tours that offer personalized, high-quality experiences for travelers.
Quick Links
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Get in Touch
- Toll Free1-888-961-6584
- Local1-289-271-9767
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